Total synthesis and reassessment of the phosphatase-inhibitory activity of the antitumor agent TMC-69-6H

被引:41
作者
Fürstner, A
Feyen, F
Prinz, H
Waldmann, H
机构
[1] Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany
[2] Max Planck Inst Mol Physiol, D-44227 Dortmund, Germany
关键词
heterocycles; natural products; palladium; phosphatases; structure-activity relationships;
D O I
10.1002/anie.200352268
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The unexpected selectivity proflie of I (17R)-and (17S)-TMC-69-6H (see formula) suggests that N-hydroxypyridone derivatives constitute a promising new lead structure in the search for selective phosphatase inhibitors. An unprecedented Pd-catalyzed C-C bond formation to a pyranone derivative was a key step in the synthesis of enantiopure (17R)-and (17S)-TMC-69-6H.
引用
收藏
页码:5361 / 5364
页数:4
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